Structure Database (LMSD)

OH H OH OH O OH OH P O O HO H H
Common Name
2-deoxy-20-hydroxyecdysone 22-phosphate
Systematic Name
(22R)-3β,14,20,25-tetrahydroxy-6-oxo-5β-cholest-7-en-22-yl dihydrogen phosphate
Synonyms
  • 2-Deoxy-20-hydroxyecdysone-22-phosphate
  • 2-Dhe-22-P
LM ID
LMST01010181
Formula
C27H45O9P
Exact Mass
Calculate m/z
544.280123
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

String Representations

InChiKey (Click to copy)
ZZFVYSIMDVDSAY-GLPVALQZSA-N
InChi (Click to copy)
InChI=1S/C27H45O9P/c1-23(2,30)10-9-22(36-37(33,34)35)26(5,31)21-8-13-27(32)18-15-20(29)19-14-16(28)6-11-24(19,3)17(18)7-12-25(21,27)4/h15-17,19,21-22,28,30-32H,6-14H2,1-5H3,(H2,33,34,35)/t16-,17-,19-,21-,22+,24+,25+,26+,27+/m0/s1
SMILES (Click to copy)
C12=CC([C@]3([H])C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2(O)CC[C@@]1([C@](O)(C)[C@H](OP(=O)(O)O)CCC(O)(C)C)[H])=O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Schistocerca gregaria (#7010)
Insecta (#50557)
Identification of the 22-phosphate esters of ecdysone, 2-deoxyecdysone, 20-hydroxyecdysone and 2-deoxy-20-hydroxyecdysone from newly laid eggs of the desert locust, Schistocerca gregaria.,
Biochem J, 1983
Pubmed ID: 6684423

Other Databases

CHEBI ID
19549
PubChem CID
21122088

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 4
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 519.88
Topological Polar Surface Area 164.75
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 9
logP 4.77
Molar Refractivity 138.41

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Updated at
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